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Visible light photocatalytic cross-coupling and addition reactions of arylalkynes with perfluoroalkyl iodides

Ye-Lan Xiao, Yuen-Kiu Chun, Shun‐Cheung Cheng, Ruoyang Liu, Man‐Kit Tse, Chi‐Chiu Ko

2020Organic & Biomolecular Chemistry27 citationsDOI

Abstract

Visible light photocatalytic cross-coupling and addition reactions of arylalkynes with perfluoroalkyl iodides have been developed. Through slight modifications of the reaction conditions, reactions that are selective for the preparation of the C-C coupling product (perfluoroalkyl alkynes) and the addition products (iodo-perfluoroalkyl substituted alkenes) can be achieved. These reactions work well with different types of alkynes and perfluoroalkyl iodides. As the iodide generated from the reaction can serve as a reductant to regenerate the photocatalyst from its oxidized form, no sacrificial electron donor is required.

Topics & Concepts

ChemistryPhotocatalysisPhotochemistryCoupling reactionCoupling (piping)Visible spectrumCombinatorial chemistryOrganic chemistryOptoelectronicsCatalysisEngineeringMechanical engineeringPhysicsFluorine in Organic ChemistryRadical Photochemical ReactionsOxidative Organic Chemistry Reactions